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Thread: "The MILF Next Door" with Hilary Duff

  1. #1
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    fanfiction "The MILF Next Door" with Hilary Duff

    The MILF Next Door
    With Hilary Duff
    Written by TPG
    CODES: MF, rim, voy, anal, spit
    DISCLAIMER: This FICTIONAL story was written for entertainment purposes only





    When I look back on the events of that fateful afternoon I can't help but be a little amazed. Particularly since Mike and Hilary were considered to be one of the happiest young couples in the neighborhood. Even though Hilary had given birth to her first child, she was still in great physical condition. In fact she still had her famous blonde locks, those pear-sized breasts, and that lovely heart-shaped ass. The fact that my bedroom window looked out into the middle of their yard, including the exact spot where she often liked to lay out by the pool, was a godsend. I didn't think my luck could get any better. Boy was I wrong.

    On the day of the incident the weather outside was hot as hell, even for L.A standards. So I wasn't surprised when my folks talked me into doing a few chores around the house which included painting the back fence. It was due to the heat that I took my shirt off and slipped on some board shorts. One of the advantages of wearing my swimming trunks was that I could dive into the pool whenever I felt hot (which is precisely what I did on two occasions).

    I was just an hour into my "painting" task when I heard the sound of the neighbors sliding door, followed by the noise of the chaise lounge scraping along the concrete. I quickly went over and stood on the diving board, which allowed me to peer over the cinder-block fence and into the neighbor's yard. As luck would have it Hilary was lying out about ten feet away from me and preparing to get some sun. My cock stirred as I took in her athletic form, and the tiny two-piece bikini which barely covered her body. Her flat belly and firm ample breasts were generously displayed by the costume, while her blonde hair was pinned back into a neat pony tail.

    Rather than have her catch me spying on her (again) I spoke out loud.

    "Not bad." I quipped. "—not bad at all."

    This was unusually bold for me given how she and my mom often spoke. Amusingly enough Hilary was a little startled by the interruption but clearly charmed by the high praise. After all she had spent every waking hour working out at the gym and the results were plain to see. She looked incredible. Even better than she did pre-pregnancy. I was then given a special treat as Duff got up from the lounge to spray me with the water hose and I couldn't help but notice the way her tits jiggled behind her bikini. We then proceeded to soak each other over the fence for the next few minutes before she finally stopped to ask me a question.

    As it turned out the singer was having issues with her pool and wondered if I could come over and take a look at it for her. Even though I didn't have much experience in pool maintenance I readily agreed and hopped over the fence. I actually had to adjust my erection as the two of us stood over the pool pump and she explained the problem at hand. Strangely enough I didn't hear a word she said as I found myself distracted by the way her shiny black (wet) bikini now rode up into the crack of her ass!!

    I also noticed that her nipples appeared to be quite pronounced through the stretchy fabric and I wasn't sure if this was due to the water fight or her current state of arousal. Either way I couldn't take my eyes off those two incredible bumps. The fact that she wore high-heeled sandals as part of her "tanning" ensemble only made things even more agonizing. I guess you could say this was her usual M.O considering she only stood at 5'2. Nevertheless, Hilary just about had the best set of stems I had ever laid eyes on and frequently loved to flaunt her legs.

    That combined with her firm round ass and the abundant cleavage she was now showing, was almost too much for me to bare. Judging from the smug grin on her face I suspect she knew exactly what she was doing. In fact I dare say she got a kick out of it. In any event Hilary then suggested that we have a drink and invited me into the house where she appeared to have trouble reaching for a glass from one of her kitchen cabinets. I gallantly offered to assist her and pressed up against the side of her body due to our close proximity. When I reached up to grab a second glass for myself she didn't move out of the way and my hard cock "accidentally" rubbed against her hip.

    In truth I didn't really know how she was going to react. For all I knew this was crossing a line and she could have easily just slapped me across the face and kicked me out. Instead she simply smiled, allowing me to get my rocks off. I now stood behind the blonde vixen as she busied herself at the sink. Still clad in nothing but that skimpy two-piece bikini, I had to fight the urge to just take a step forward and bury my sword into that hot MILF ass. Just being around her like this was intoxicating. Not only did Hilary look good but she always managed to smell incredible as well. But as I now stood there wondering what to do next, Duff did something that took my breath away.

    Under the pretense of "fun" she leaned back and playfully rubbed her butt against my body. She then proceeded to grind her ass to the radio that was playing in the distance and moved her hips like she was practicing one of her old dance routines, while she filled our glasses.

    "Whoa."

    "Hm. I wonder what your mom would say if she saw us now." she giggled as my raging wood bumped against her derriere.

    I couldn't believe what was happening. Here was a "happily" married, international superstar, who was not only allowing me to fulfill one of my wildest fantasies but was actively teasing me, almost daring me into action. While things were still playful and lighthearted, I didn't make a major move even though we both wanted me to. Ultimately I just placed my hands on her luscious hips and commented on how limber she was.

    "Trust me." she added. "I'm more flexible today than I was when I was eighteen."

    "Yeah. I don't doubt it."

    We then grabbed our drinks and went into the lounge room to get more comfortable. We took a seat on the sofa before Hilary got up and fiddled with the TV. To my delight her bikini bottoms now appeared to have slipped even further up the crack of her ass, and from my vantage point on the sofa I could see the outline of her pussy. The revelation sent a surge of adrenaline up my spine and I suddenly found myself breathing a lot heavier. After slipping on a DVD Hilary joined me on the couch again.

    "Wanna see something cool. Check this out." she said as a bare naked woman suddenly appeared on the television screen.

    She had obviously been watching porn earlier in the day since the video had started in the middle of a scene. The clip appeared to feature a very attractive young asian who was in the process of getting a massage. Being an astute web surfer I immediately recognized the porn star as being Alina Li. As the movie progressed it showed Li laying flat on a table where a masseuse rubbed her down. But what had started out as an innocent massage soon progressed into something much more erotic...with him ripping open her yoga pants and eating her ass. I sat there tensely as the scene played out. I knew what Hilary was trying to do, but still couldn't believe that I was actually sitting there in the middle of the afternoon watching an x-rated movie with her.

    "Um. Where's Mike?" I asked nervously.

    "He's out running errands." she said without taking her eyes off the TV. "—he won't be back for a while."

    I looked over at Hilary and noticed her chest was heaving. The scene was clearly getting to her. It was getting to both of us. I finally tore my eyes away from her to see Alina get dragged over to the edge of the table where she was fucked within an inch of her life. My cock swelled to the sound of Alina's persistent moans as Duff squirmed in her seat and parted her knees a little farther.

    "This scene is so fucking hot." she commented. "—don't you think?"

    "Absolutely." I agreed as I noticed her hand dip down between her legs. "He's fucking the shit out of her."

    "Mm—Yeah. I know." Hilary replied softly. "That's what makes it so hot."

    When Alina finally climaxed on screen, I took a deep breath and boldly rubbed the back of my hand against Hilary's leg. To my delight the actress didn't flinch or respond in any way whatsoever. She simply sat there with a bemused expression on her face as I slowly traced my fingertips up and down the side of her ultra smooth legs. Words can't describe how nervous I was. I was literally sweating bullets. After all we'd been neighbors for quite a while and she was close with my family. The fact that my folks were right outside cleaning our driveway only made the experience all that more thrilling.

    Not knowing what to do next, I tried to think of something witty to say, but was suddenly interrupted when Hilary reached over and grasped my hard cock through my trunks. I just about shit my pants to the action, and slid my hand up between her soft thighs towards her bikini. My mind turned to mush as we now sat there watching the porno together while feeling each other up. The fact that this extraordinary woman was almost ten years my senior wasn't lost on me either. I'd been crushing on her for the longest time.

    I suddenly wondered what my friends would say if they could see me now. Heck, I doubt any of them would even believe me. I barely believed it myself. The touching lasted for several minutes before I finally built up the courage to slide my hand up the side of her body to gently cup one of her breasts. This gesture finally seemed to bring her out of her trance and she turned to look at me with smoldering eyes. In an instant our lips merged and our tongues probed one another. Her hand never left the lump in my pants and was driving me crazy.

    Hilary ultimately broke our kiss to untie her bikini top and flashed me another wicked grin as her breasts were finally revealed. We kissed each other again while I palmed her naked boobs and played with her pebble-like nipples. It was during this nip-play that the Texan-born MILF began to massage my cock more intently. Even though it was still restrained inside my trunks, I felt my cock twitch with anticipation as she squeezed it tight and invited me to take them off.

    "Get naked." was all she said.

    But before I could comply Hilary suddenly got up and rushed over to the window, having apparently heard something outside. Fortunately for us it was a false alarm but the scare had clearly frazzled her. I immediately joined her by the window, and pressed my hips against her plump butt as she looked up and down the street.

    "It's fine." I assured her. "Relax. It's just your imagination."






    As she stood there bent over slightly, I pressed my hips into her again and reached around with both hands to fondle her bare-naked breasts. Surprisingly enough Hilary moaned to the contact and then craned her head back to kiss me as I explored her body.

    "We have to be careful." she panted between kisses. "No one can know about this. About us. Do you understand?"

    I responded by cupping her soft breasts with both hands and kissed the side of her long neck. Hilary melted in my arms as she tried to look out of the window.

    "—I can't believe I'm doing this right now." she giggled briefly under her breath. "This is crazy."

    "Yeah. You drive me crazy." I told her as I squeezed her tits and mauled her remarkable body.

    In fact I soon discovered that the rougher I was the more she responded. She also appeared to be particularly vulnerable around the back of her ears. Every time I kissed her there Duff seemed to go weak at the knees and would immediately reach back and grasp my cock firmly in her hand.

    "Ugh. Don't do that." she purred at one point. "—not unless you want me to rape you right now."

    "Who's stopping you?" I teased back before the two of us shared a deep tongue kiss right there by the side of the window.

    I finally let my hand drop down along the edges of the bikini and could actually feel the heat emanating there. I used my wrist to push her legs apart and motioned for her to open her stands, so I could stroke her bikini-clad crotch with two fingers. Hilary immediately shuddered and purred like a kitten. I could tell it had been some time since anyone (including her husband) had touched her like this. She moaned quite a bit then stopped and turned around to face me. The vision of her standing there topless in front of me took my breath away.

    Her chest was heaving as she tugged my swimming trunks down my legs. My cock sprang free as the stunning singer immediately reached down and smeared the pre-cum all over my glans. I responded in kind and abruptly shoved my hand inside her bikini bottoms. We both moaned as my fingers made direct contact with her cunt which was dripping wet. I initially toyed with her pea-sized clit before I brushed my digits along the full length of her slimy taco.

    "Grr. You're so fucking wet right now." I muttered as we stared into each others eyes and mutually masturbated each other.

    I then watched spellbound as the actress-turned-singer suddenly dropped to her knees before me. She immediately squeezed my nuts firmly in her hand causing my cock to jump involuntarily. The onetime "Lizzie McGuire" star grinned up at me as she licked her lips.

    "—I bet when you woke up this morning you never imagined I'd be sucking your dick."

    No truer words were ever spoken.

    I simply nodded in disbelief as she leaned forward and took the tip of my cock into her hot, wet mouth, her tongue swirling around the tip of my penis to savor the pre-cum. As she swirled her tongue around my bell-end, her eyes glared up at me and my hips flexed. I'd probably fantasized about this very moment a thousand times but nothing could compare to seeing her actual mouth wrapped around my knob. I was now panting loudly as the multi-talented star serviced my penis like a god damn champ. Her head bobbed up and down and twisted from side to side as I pumped my hips and informed her that I was getting ready to come. But Hilary responded by squeezing my nuts tightly and, if possible, took me even further into her mouth.

    "Ugh. Fuck—" I grunted as she attempted to deep-throat me for the first time and crudely gagged on my dick.

    Watching her gag on me was just about all I could take and without warning I thrust sporadically and began to spurt my load into the back of her throat. To her credit the onetime Disney star didn't even flinch. Instead she just kept licking at my cock-flesh while simultaneously swallowing my seed. It was probably the most intense orgasm of my entire life, but amusingly enough I was so turned on that my cock didn't deflate and continued to twitch between her lips.

    "Mm...Yummy." she winked up at me as she used her fingers to clean up the sticky mess. "—I love the taste of a man's hot load."

    "Jesus."

    No woman had given me a blowjob even resembling hers. So I suddenly felt compelled to give Hilary as much pleasure as she'd given me. As the singer got up to her feet I suddenly grabbed her by the arm and pinned her up against the wall. She yelped briefly with surprise as she was forced face-first into the concrete wall, but then giggled as I hauled her bikini bottoms down her shapely legs to leave her standing there naked.

    "Ugh. Jonah—" she panted erotically. "What are you doing?"

    I leaned over to hiss in her ear.

    "I'm not leaving this house until I eat your pussy."

    "Oh. God." she sighed as I dropped to my knees behind her and abruptly buried my face between her luscious cheeks.

    Despite her "objections" Hilary immediately gasped and reached back and shoved my face harder into her ass, which I was only too happy to oblige. I could feel her shiver as I spiraled my tongue around her clit before licking long-broad strokes along her slimy slit. She responded by bending over and pressed my head even hard against her sex, causing my nose to now rub against her bunghole.

    "ohmigod." she squealed. "—right there. Jonah. Don't stop."

    I wasn't intending to.

    Instead I dragged my tongue up from her dripping wet sex and circled around her tiny rosebud, doing my best to drive her wild. When she began to howl and grind her butt against my chin I knew I was on the right track and proceeded to rim her. Hilary's hips began to buck to meet my tongue as I now alternated between both holes, prolonging her satisfaction. I now spat at her asshole and slurped at her cunt causing her to moan even louder, her voice echoing loudly throughout the house. Her juices were sweet and copious and dripped down my chin, as I doubted anyone had ever feasted on her pussy in such a carnal way.

    When I finally fastened my mouth entirely around her clam and hummed, every muscle in her body suddenly tensed as she came. And she came hard. She bucked wildly against my face as I continued to tongue-lash her entire crotch, extending her orgasm. When I finally stood up to kiss her hard on the lips she suddenly grabbed me by the hand and pulled me back over to the sofa. In an instant she pushed me down and mounted me. It seemed something deep inside her had been roused and I was about to discover a side to Hilary Duff only a rare few people had ever seen.

    "I want your cock!" she hissed as she carefully impaled herself. "—I want your cock inside me NOW!!"

    I couldn't believe how wet she was. So much so that she effortlessly accepted my entire length in one continuous motion. I could feel her walls contract as I filled her completely. Then, Hilary began lifting herself up and dropping her weight down as she proceeded to ride me. I just sat there dumbfounded as the surreal moment played out. Each time she would rise over my cock it would pull out until the head was barely nestled between her lips and then she'd slam herself down and take my full length.

    Like Hilary I soon found myself moaning with each upstroke and reached up to fondle her tits. She responded by leaning down and kissing me hard on the lips and then pulled back and hovered over my face as she slowly drooled a line of spit into my mouth. I accepted her slimy drool without a moment's hesitation and we proceeded to swap spit while she continued to ride me. It was one of the most dirty, erotic experiences of my life.

    "Don't move." she finally quipped as I felt her stop and reach back and grab my cock. "—I want you in my ass."

    "—huh?"

    The mere notion alone almost caused me to pop but thankfully Hilary squeezed my penis hard as she guided me towards her backdoor.

    "Nice and easy—" she murmured from above as she carefully embedded herself.

    She began to build up an incredibly slow rhythm, sawing my cock in and out of her backside. It probably took a full ten seconds to complete one in-and-out cycle. I couldn't believe the heat that was building from this tantalizingly slow friction. She languishingly groaned as she skewered herself and began lifting her hips a little higher. I didn't know if the grunts were from pleasure or pain, but I supposed it was a combination of the two.

    "Ugh. Yeah. You like that?" she moaned down at me. "—your big fat cock buried in my ass."

    "Oh-Hilary." I groaned back. "You're so tight. So hot and tight."

    This one comment had an immediate impact on her and she doubled her efforts.

    "Yeah?"

    "Uh-huh." I replied before spanking her ass.

    I then reached under her thighs and helped her rise and fall over my cock as she started to wail at the top of her lungs. It was an incredible sensation as her body quivered on the outside, and yet gripped me with intensity on the inside. Unfortunately for us her limps soon betrayed her as her legs seemed to give out. But it was only now that I attempted to meet Hilary's movements and drove my cock up into her tightness. The sounds of her cries spurred me on as my cock pounded away at her tight backdoor. The familiar tightening in my stomach told me that I couldn't last much longer, particularly as she began sobbing even louder and proceeded to grind her hips even harder against me, trying to bring me to climax with her.

    "Come for me Jonah—" she almost chanted as my abdominal muscles burned from the workout.

    Her quickened pace took a moment to synchronize but soon we were backdoor-slamming as though we were lifelong lovers. The sound of flesh slapping against flesh only turned me on more.

    "—Hilary! I'm... I. OHGOD! I can't... OHHH I'm gonnacummmm!!" I exclaimed as I felt her ass clench around me like a firm glove.

    Duff finally came as I exploded inside her backdoor and filled her ass with my hot seed. The noise that came from her throat was absolutely carnal. We were both grunting and panting in unison as our orgasms further stimulated each other. I had never come as long or as hard in my entire life, and I suspect it was the same for her. My cock spasmed one final time as I pumped a fountain of thick semen deep inside her rectum before she collapsed beside me on the couch...utterly spent. There was a awkward moment of silence as we sat there looking at each other, both of us panting excessively while covered in a thin sheen of sweat.

    "You better get out of here." she huffed. "—before Mike gets back."

    But just as I was about to argue the point we heard footsteps approaching the front door and realized he was right outside, having just arrived home.

    "Oh. Shit."







  2. #2
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    SO FUCKING HOT !!!! Much Thanks TPG

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  4. #3
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    Thanks for all the feedback guys. Hopefully this won't be my last Duff story, and will inspire me to do more Hilary stuff. I really had fun writing this one.



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